Hexamethylene-tetramin-monoguaiacol.



NITED STATES PATENT OFFICE. I

m BABELL AND FRANZ ELGEB, OF BASED, SWITZERLAND, ASSIGNOBS TO THE FIRM OF THE HOFFMANN-LA-BOCHE CHEMICAL WORKS, O F NEW YORK, N. Y.

HEZAMETHYLENE-TETBAHINr-MONOGUAIACOL.

No Drawing.

To all whom it may concern:

Be it known that we, EMIL YBARELL, a citizen of the Swiss Confederation, and

f FRANZ ELGER, a subject of the Austro-Hungarian Emperor, residing at Basel, Switzerland, have invented a certain newand useful Compound of Guaiacol and Process for Obtainingthe Same, of which the following is a speclfication.

According to the Letters Patent of the United States of America No, 951,634, dated 8th day' of March, 1910 hexamethylene-te-: tramin-triguaiacol is obtained by causing .guaiacol toact on hexamethylene-tetra-min 1n aqueous solution or by causing a formaldehyde-solution to act on ammonlacal guaiacol-solution in the proportions corresponding to the'compoun 4 I Further experiments have shown, that besides the hexamethylene-tetramin-triguaia col, there exist other stable molecular com,

pounds of hexa -methylene detramin and guaiacol. I

v For the manufacture of hexamethylene. tetra'min-monoguaiacol, guaiacol is caused to act on hexamethylene tetraminin proportions corresponding to the compound ,Forroducin the new compound, the guaiaco and t e hexamethylene-tetramin' may be causedtoactupon each other in a dry condition. For instance, if 1-24 ams 'of guaiacol are gound together wit 140 4 grams offhex'ame ylene-tetram'in in a more tar, the mixture assumes at first the consistency of a broth, and then thatpf a thick 40 liquid. If the grinding and stirring is con- I Specification of Letters Patent. Patente d Deg, 27, 1910, Application filed June 18, 1910. Serial No. 567,891.'

some time, the whole solidifies again and the heXamethylene-tet amin-monoguaiacol is obtained asadry pow er. H

The hexamethylene-tetraminmono aiacol crystallizes in the form of need es, it melts at about-90C. and formsa clear solution with 17 parts of water. It is soluble also in cold alcohol and .in chloroform. .When distilled in a current of aqueous vapor, it is decomposed and ields guaiacol amounting to 46.9 of its we1ght.

The new compound has, valuable therapeutic properties i What we claim is I 1.- The process for the production of hexamethylene tetramin monogu'aiacol, which consists in causing guaiaco. to act on the hexajmethylene-tetramin in proportions corresponding to the compound o 1-2N4 o c (OH) 8)" 2.'As a new. product, hexamethylene-tetramin-monoguaiacol being alcompound capable 'of crystallizmg 'in' the shape of needles, *melti at about 90 C., forming with 17 parts 0 water acloar solution,-soluble in cold alcohol and inchloroform and yieldi guaiacol 46.9per cent. of its weight when lfistilled in a current of steam,.substantially as described: j

In testimony whereof we have hereunto set our hands m presenccof subscribing witnesses.

EMIL BABELL.

, V FRANZ EIAGER.

, witrbssis: GnononlGmonn, H. Tnonnnm,

tinned or if thetmixture is left to itself for Amman Zmmn. 

